Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Kuleana 613 Views of islands across the ocean, steps to water
Experience the magic of Maui from this stunning remodeled oceanfront 1-bedroom, 1-bath condo at the peaceful and impeccably maintained Kuleana Resort, nestled between Kaanapali and Kapalua. Located just steps from the ocean, Unit 613 offers some of the best panoramic...
Turtle Bay Penthouse 164 - Kuilima Estates West
Relax in North Shore Luxury | Kuilima Collection | 146 West1 Bedroom | 1 Bathroom | Sleeps 2 | Golf Course Views + Mountain SerenityWelcome to Kuilima Collection | 146 West, your private North Shore escape nestled within the world-renowned Turtle Bay Resort. This...
Maui Resort Rentals: Groundfloor Interior Honua Kai Konea 105, Large Lawn Area, Steps to Pools/Beach/B.B.Q.s!
This gorgeous oversized 1315 sq ft ground floor home with 11 ft ceilings boasts a prime courtyard location in the interior of Konea Tower. Enjoy the sought after ground floor location with a partial ocean view right from the patio area with convenient access to the...
Turtle Bay Villas 206
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
Updated condo with air conditioning in the heart of downtown Kona.
Beautiful condo just steps from shops, restaurants, Kona Pier and a sandy beach with calm waters that is perfect for swimming, snorkeling and relaxing. Roof top deck overlooks the starting line for Ironman, has impressive views of the bay and is the perfect location to...
Sugar Beach Oceanfront Condo with Spectacular Views and Steps to the Beach
Our one bedroom, one bath, non-smoking beachfront condo has amazing oceanfront views, and breathtaking sunsets from a private lanai. As you relax on the lanai, watch the Kihei Canoe Club glide by, as well as the waves breaking along the five miles of white sand...
Hokulani 712 at Honua Kai Resort ~ Extra Roomy With Large Lanai & Ocean Views
Welcome to your dream Maui vacation rental condo! Hokulani 712 at Honua Kai Resort offers the perfect retreat for those seeking a relaxing and luxurious getaway. This oversized one-bedroom condo sleeps 2 adults and boasts gorgeous ocean views from the large...
Serene, Restored House from Sugar Days with Sweeping Ocean Views
LATEST NEWS: VOLCANO ERUPTION THE VOLCANO: The volcano eruption has little effect on our part of the island. The eruption is on the other end of the Island from our location. The trade winds blow most of the smoke to the southern end of the Island and has no impact on...
🌴Ke Aloha, Located on the Waikoloa Beach Golf Course, Resort Getaway🌴
Waikoloa Beach Villas O23 Stay in one of Hawaii's most active and exciting beach resorts on the sunny Kohala Coast. At Waikoloa Beach Resort, daily walks to the beach, luaus, premier shopping and top-notch golf courses are just the beginning. Your second-story luxury...
Relax and enjoy your own spacious private lanai with ocean & sunset views
Spacious inside and out enjoy this lovely ground floor unit with beautiful views of the ocean and the Kona Country Club Golf Course. Tropical and comfortable - this remodeled 2-bedroom 2-bath condo offers guests an open feeling and is wonderfully furnished with all the...
180° Oceanfront View!! Completely Remodeled - Luxury Condo!
Direct oceanfront with 180º Ocean and outer island view. Complete luxury remodel just completed in September of 2010. If you are looking for the most luxurious condo in the complex, this custom-designed renovation will take your breath away!Review our home on...
Oceanfront 1bd condo with endless ocean views
Papakea F105 is a 1-bedroom, 1-bathroom condo featuring amenities such as an oceanfront view, ground-floor lanai, and air-conditioning. This condo can comfortably accommodate up to 4 guests with a Queen bed in the bedroom and a Queen sleeper sofa in the main living...
Maui Resort Rentals: Honua Kai Konea 101 – One and Only Ground Floor OCEANFRONT 2BR, Huge Lawn Area w/ Ocean Views + Built-in B.B.Q. Grill!
Relax and enjoy Maui from the one and only 2 bedroom oceanfront ground floor suite at the popular Honua Kai Resort. Konea 101's lavish 1620 sq. ft. interior living space boasts Honua Kai's largest two-bedroom floor plan. Or step outside and take in the views of the...
#1 Family & Windsurf Friendly Private Sandy Beachfront Home on North Shore
TAT 199-207-5264-01,GE199-207-5264-01 Lawful Transient Vacation Rental Use 10/30/2009NEW UPDATE!!- newly remodeled Kitchen with all new appliances including: Double Oven, Wine Fridge, Breakfast bar overlooking the ocean- ahhhh!! New bathrooms, deck furniture and Gas...
Escape to Paradise at Stunning #101!
A LITTLE ABOUT THIS CONDO....Polynesian Shores #101: A True Hawaiian Escape Step into paradise with this magnificent ground-floor oceanfront condo. Polynesian Shores #101 offers the perfect blend of comfort, elegance, and natural beauty. Enjoy your favorite tropical...
Popular Mauna Kea Condo - Spectacular Panoramic Ocean Views
Welcome to Kumulani at Mauna Kea where the beauty of the Big Island's golden Kohala Coast awaits you. Our spacious condominium is ideal for families and couples, and it offers gorgeous ocean and sunset views. We have recently refurbished and redecorated the unit, adding...
Ko Olina Beach Villas 609: 2BR Villa w/ Stunning Beach Views from Every Window
Ko Olina Beach Villas B609 offers a serene oceanfront retreat at Ko Olina’s coveted 2nd Beach Lagoon. Perched on the sixth floor, this spacious 1,500 sq. ft. villa is one of only 14 residences this close to the shoreline, blending elegant design with panoramic views...
Best Hilo Beach Park House. 3,600 sq. ft. Sleeps 16. New at Richardson's Park.
Newly constructed with 5 bedrooms and 5 baths for privacy and comfort. Giant front decks overlooking Richardson's Beach park and large upstairs living room for family time. Vacation Rental Highlights:• Large 3,600 sq. ft. house, 5 bedrooms, 5 baths. Sleeps 16 with day...
Watch the whales from your own personal lanai!!!!
Aloha and welcome to our home away from home! Hale Kamaole #201 is located in one of South Maui’s most sought-after resorts and boasts truly unobstructed, panoramic views to the beach and the Pacific Ocean—no rooftops, buildings, or trees in the way. That’s why we...
Beautiful Ocean And Sunset Views Set On 3 Acres Of Private Land.
We invite you to experience Hawaii from this peaceful setting with incredible views of the ocean, sunsets, mountains, pastures and beautiful night skies. Here you will have beautiful views of the Pacific Ocean, Mauna Kea, Mauna Loa and all along the Kohala Coast. This...
Oceanfront Family Retreat: 2BR Condo Unmatched Views, Easy Beach Access, 100% AC
Enjoy spectacular, sweeping, front-on views of the Pacific from the living room, bedroom and lanai of this spacious 1483 sq. ft. 8th floor two-bedroom, two-bath corner unit at the Mahana on Ka'anapali Beach - rated as one of the best beaches in the world. With private...
🏖️Oasis with Ocean Views | Private Pool | Gated Community |vrKCV
vrKCV - Kamilo House, Professionally Managed by Kona Coast Vacations The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home. Located in the award winning gated community of Kahakai Estates, this 3 bedroom, 2 bath...
Lae Nani 321 .. Exceptional, A/C, Beachfront Condo
Without question, Lae Nani 321 is an exceptional condominium. Pure and simple, everything about it is beautiful. This is a second-floor, two-bedroom, two-bath, corner unit with windows on two sides and a large, wrap-around lanai. It is bright and airy, and has expansive...
Lae Nani 422. Great View from this 2nd Floor Ocean Front Condo. The Main Bedroom Faces the Ocean!
Wake to the view of the ocean from your master bedroom! This beautiful condo has many extras not normally found in a beachfront condo. Koa wood floor and trim as well as bookcase and dresser in the bedroom add to the elegance of this great condo.Breakfast on your lanai...
Private Tropical Upgraded Ground Floor So. Kihei Condo-Across from Beaches
Kihei Kai Nani is located in the heart of South Kihei, at 2495 South Kihei Road, just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food store!...
Ocean front Bali Villa w/ infinity pool to die for! 30 Day Rental - Pls Inquire
30-day Rental. Please inquire for details of rental terms.Sleeps 26 comfortably. In beds or 8" ground mattresses, plus two port-a-cribs for your little ones. Experience the beauty of the Islands at the North Shore of Oahu's Private Luxury Villa. This hidden gem sits on...
KOA RESORT 3-F LOCALLY OWNED AND OPERATED Spacious beautiful ground floor condo
As owners who manage our own property, our commitment, to our guests, is to have a clean and comfortable experience.Our Ground floor unit is easy to access from the parking lot and all the amenities at Koa Resort. This One Bedroom/One Bath spacious condo is in a perfect...
Waikiki 2 Bedroom with Free Parking
Legal transient vacation rental Permit 2211-CCH-0190Amazing location! Right in the heart of Waikiki Our beautiful beach condo is located 2 minute walking distance to the waikiki beach & one block away from the Honolulu Zoo. This location is the best location in Waikiki...
Hale Kamaole 108 - AC, Partial Ocean View, Across from Kamaole Beach!
E Komo Mai to our beautiful remodeled one bedroom ground floor unit which is located in South Kihei at the Hale Kamaole. The Hale Kamaole is located across from the famous Kamaole Beach Park featuring excellent swimming, long sandy beaches and snorkeling or just...
@ Marbella Lane - Mesmerizing Ocean + MT Views
Summary:Welcome to this vibrant 3-bedroom home, conveniently located in a gated private community in the heart of the Makaha Valley. This is truly a perfect place to take a break from the hustle and bustle of the city life, as you enjoy the calming mountain and ocean...
Your Summer Escape to Hawaii is Calling!
This Hawaiian vacation condo has been beautifully upgraded with stone flooring, dark wood cabinets and granite counter tops throughout. An open floor plan leads from kitchen to dining to the living area with vaulted ceilings which then flows out toward the lanai via...
Aloha Condos, Kanaloa at Kona, Condo 3104, Oceanfront, AC
Unit 3104 in Kanaloa at Kona is a top-floor, air-conditioned luxury condo located in Kanaloa at Kona. Spacious 3 Bedroom, 2 Bath Condo Fully equipped Gourmet Kitchen Cable TV in 2 Rooms Ceiling Fans Throughout (4) [STVR-19-363807] • Oceanfront Location• Sunset Views...
Guest house on gated acre estate, Sleeps up to 7; Great for Events, too
Beautiful, elegantly furnished and fully-equipped 2 bedroom, two bath guest house, with antiques and open beam ceiling, on a 1 acre gated estate, with koi pond, waterfall, fountain, chlorine-free pool and hot tub, and 180 degree ocean-view lanai. Fully furnished and...
Ko Olina Beach Villas 610: Luxury 2BD w/ Captivating Views of Ko Olina's Lagoon
Experience oceanfront luxury at Ko Olina Beach Villas B610 by Gather, a breathtaking villa located in the exquisite Ko Olina Resort. This sixth floor two-bedroom, two-bathroom villa with space for up to six guests, offers unparalleled ocean views from almost every...
One Bedroom Ocean View Deluxe Luana Kai Resort B206
B206 is a nice one bedroom one bathroom partial ocean view, with AC, condo with filtered views of the Ocean. B206 has a modern tile backsplash in the kitchen and has a large glass table setting where the bar has been completely removed. The bedroom has a California...
AMAZING OCEAN VIEW!! Popular White Sands Village Steps to the Beach
Ocean View Vacation Rental at popular White Sands Village Complex. We are located 4 miles south of charming Kailua-Kona Village and directly across from Kona's spectacular Magic Sands Beach. Picture yourself enjoying beautiful ocean views and dreamy sunsets from our...
Royal Kahana 308 Book Early for Summer Fun at Relaxing Tropical Vacation Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Royal Kahana 308, a breezy 1-bedroom, 1-bath coastal-boho retreat that sleeps up to 4 guests and offers tranquil, front-row...
Relaxing Wailea Ekahi Garden Hideaway.
Wailea Ekahi 47F is surrounded by lush gardens, offering guests a private hideaway to relax while being serenaded by birds. Our unit is a five minute walk to the sparkling sands of Keawakapu Beach. You'll stroll through Wailea Ekahi's lush gardens on paved paths enroute...
Nearly beachfront, peaceful bungalow at the reef. Snorkel, swim, lounge, nap.
Peaceful cottage getaway at the reef. Enjoy a slice of Hawaiiana in the heart of the South Kohala Coast. Quiet, midcentury modern, newly refreshed cottage just steps from sand beaches, lava tidepools, snorkel, dive, swim, boogie, nap, picnic, beachcomb, walking,...
A/C installed & recently refurnished ground floor unit. 2 min. walk to the beach
A clean out fee that is charged by Castle Resorts, our onsite property manager, is pre-collected by vrbo at time of booking. This ground floor unit offers easy access from parking as well as out the lanai to the beautiful spacious grounds. The unit is in building 18...
Modern Luxury 2nd-Floor 2Bd/2Ba Retreat with Ultra-Quiet A/C, & 6'x5' Shower
About Grand Champions Villas 128 (Hawaii Tax ID: 104-909-0048-01):This roomy 2-bedroom 2-bath second floor unit is situated in the serene Wailea Grand Champions Villas. It offers luxury amenities, such as super quiet central air conditioning, a private lanai, in-unit...
Remodeled Oceanview Townhome: Luxurious End-Unit w/ Stunning Views & Pool Access
Newly Remodeled!Our deluxe end-unit townhome boasts 2 large sliding doors that open to sweeping ocean views. This corner unit has 2 walls of windows that face a spacious green lawn area with Pacific Ocean views just beyond. Enjoy unobstructed ocean views from every...
Tranquil Oceanfront Escape! Central AC! Polo 402!
Book 5 nights and enjoy the 6th night free! Valid for all new reservations arriving after 1/15/2025.This updated condo in a gorgeous oceanfront property is a tranquil escape from the everyday. Nestled in a quiet area, this home away from home offers unparalleled access...
"Bay Watch" at Lae Nani 335- 2 Bedroom Ocean View Condo with AC
"Bay Watch" at Lae Nani ***FULLY AIR-CONDITIONED***Escape to paradise and experience the true essence of luxury living with our newly renovated unit located on the top floor of building 3. With its breathtaking ocean views and impeccable design, this is the ultimate...
3 Bedroom 3 Bathroom Condo with Ocean View
A vacation rental condo located just a stone's throw from Poipu's best attractions, Pili Mai 12B is where your search for the perfect Poipu condo begins and ends. With three bedrooms and three bathrooms, Pili Mai 12B can accommodate up to eight guests. The primary...
Newly Renovated Kihei Condo with Sunset Views – Steps From a Beautiful Beach!
A Gorgeous and Relaxed Home Away From Home The SpaceNewly renovated 1-bedroom, 2-bathroom condo is outfitted with a pullout sofa bed, fully equipped kitchen, 60-inch flat-screen television, washer and dryer, and split air-conditioning unit. Newly installed elevators...
Ilikai Luxury Suites
Come and stay at this newly remodeled condo at the 'Ilikai Hotel. Relax on one of two balconies overlooking the famous Waikiki beaches. Please note due to Covid restrictions only registered guests are permitted to have access to the Unit.No Parties are permitted as we...
Beautiful Oceanfront Estate with heated saltwater pool, Hamakua Coast Acreage.
Summary:You found a perfect balance of comfort, style, and location. This home blends natural finishes with calming treehouse vibes, offering a peaceful escape just minutes from Hilo on the Hamakua Coast. Enjoy a kitchen, lux bathroom, smart TV, and cozy seating for...
Grandiose ocean views with a renovated kitchen
Experience the best of Maui at Ma'alaea Banyans 314, where relaxation and adventure await! Unit 314 is a 1-bedroom, 1-bathroom condo that can accommodate up to 4 guests and offers direct ocean views. As you walk into the open-concept living area you're instantly met...
Bright, breezy, upgraded house, near the ocean! Contact for rates/availability!
This is a short-term vacation rental. Welcome to Hale Alapi'i, our home in fabulous Lanikai!This is a 3b/2b ~1,400 sq. ft. main house that sleeps 4 adults or 2 adults + 2 kids comfortably, on a slight uphill to enjoy beautiful Hawaiian scenery, tropical birds and island...