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.
🏖️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...
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 - Newly Renovated, Partial Ocean View, 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...
Maui Mahinaa Surf Oceanfront Condo with a great view Kahana area
Views, Views, Views sitting in the living room or on the lanai you have wonderful views of the Pacific Ocean and Molokai island. Whales pass by in winter: sailboats pass by all year long. The condo is close to old Lahaina town, and first class golf resorts. There is...
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...
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...
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...
Kiahuna 323 - Ohana Garden Retreat - Garden Deluxe View overlooking Moir Cactus Garden
KIAHUNA PLANTATION 323 - OHANA GARDEN RETREAT AT KOLOA KAI VACATION RENTALSSerene Garden Retreat in the Heart of Poipu BeachWelcome to Kiahuna Plantation 323, lovingly known as the Ohana Garden Retreat, where tropical beauty and modern comfort blend seamlessly. This...
Beautiful Air conditioned condo. Ocean within 100 yards of unit. See reviews.
Most Requested Unit due to awesome view of garden, back drop ocean view and koi pond under lanai. As an added feature, this unit has split air conditioner in both bedrooms which will provide a restful night sleep. This unit is clean and well maintained. UnlIke other...
Maui Hill 116 - Stunning Renovation - Split AC - 3bd/3ba - Expansive Ocean Views
This stunning split-level 3/3 Maui Hill 116 features dramatic ocean views from both levels, and every comfort and convenience. The first Maui Hill unit to have a Mitsubishi 4 zone split AC system. No more hot afternoons and evenings with the under-powered window units!...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Corner Condo with Huge Lanai! HKH-620
Luxurious remodeled Kapalua Golf Villa with 2 bedrooms, spa-like baths, gourmet kitchen, and sweeping ocean and fairway views-perfect for relaxing in island elegance and modern comfort.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Big Island Green Sands House
Want to get away from city lifestyle and experience the tranquil beautiful countryside? If you long for solitude, the sound of rustling leaves (and coqui frogs at night), gently falling rain, cool breezes, crashing waves & rustic sunsets…You’ve found it here, on the...
Panoramic ocean view condo at Maalaea Bay
Island Sands 612 is a two-bedroom, two-bathroom condo located on the 6th floor accessible by an elevator. This condo can accommodate up to 4 guests with a king-size bed in the master bedroom and two twins (that can be converted to a King) in the guest bedroom. The...
Oceanfront lanai with sunset view, heated pool, hot tub, walk to Hideaways Beach
Pali Ke Kua #215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire breathtaking sunset views from your oceanfront lanai at this fabulous family-friendly condo. Sprinkled with...
Beachfront 2 BR Ground Floor Condo
This oceanfront home has been completely remodeled. Beautiful tile floors throughout. Walk in shower in the master suite. Welcome to The Waiohuli Beach Hale - a hidden gem tucked away on the beach in sunny Kihei. Enjoy spectacular sunsets, long sandy beaches, gentle...
Aloha Condos, Napili Bay Resort, Condo 211, Beach View
Napili Bay Resort Condo 211 offers a serene getaway with convenient beach access and stunning ocean views. Guests appreciate the clean, well-appointed unit, comfortable king-size bed, and fully equipped kitchen. Enjoy the peaceful atmosphere, modern amenities, and...
Hale Pua: Private Oceanfront Luxury Home w/Pool, Spa, AC & Lanai - Relax & Enjoy
Hale Pua by Gather is a spectacular oceanfront home that is ready to welcome your entire extended family through its gated entry for the vacation of a lifetime. Located on Ali’i Drive along the rugged Kona coastline of the Big Island, this home boasts five...
Includes Beach Club Access-2 bedroom 2 bath condo
Summary:Palm Villas I-2 is a spacious two-bedroom, two-bath condo located on the ground level of a quiet six-plex building in the Palm Villas at Mauna Lani. With approximately 1,100 square feet of living space, this home comfortably sleeps up to four guests.The...
Maui Resort Rentals: Honua Kai Konea 401 – Crown Jewel Oceanfront 2BR, Sweeping Ocean Views w/ B.B.Q on Balcony
From the moment you enter the door of Konea 401 and experience the abundance of ocean views from this suite's luxurious interior, you will realize that you are in for something truly special. As one of only five oceanfront 2 bedroom suites at Honua Kai, Konea 401 boasts...
5th Floor Oceanfront-Great Reviews-1 of the biggest condos on Maui-AC-Sleeps 10+
In this beautiful oceanfront place, located in Kahana, the blue waters meet the vibrant green surroundings to make it a perfect haven. As you step inside, you'll be greeted by the breath taking ocean views. Unwind in the cozy living room, or step out onto the balcony to...
***NICE OCEAN VIEWS FROM LANAI AND LIVING ROOM* GREAT LOCATION***
YOU'LL LOVE THIS CONDO AND THE VIEWS FROM THE LANAI!The kitchen is brand new with new cabinets, 5 burner gas stove, microwave and refrigerator and granite counter tops and a nice dining table. The floor plan is divided into a living room area and a sleeping area. The...
Legal 3 Bedroom home on a small Haiku farm. Close to beaches and Paia
*Please note, our calendar only accepts bookings 9 months in advance, if you wish to book beyond this time restraint please message us your desired dates for approval. Located on the North Shore of Maui, Hookipa Farm is nestled in a beautiful neighborhood just minutes...
Spacious Studio/Spectacular Ocean View/Pool/Gym
This spacious studio at the Royal Kahana is zoned as a hotel property which means it is not affected by the possible apartment zoned legislation being considered by the Maui city council. It opens up to a large lanai with full ocean views. Enjoy sunsets with a cold...
Deluxe Waikiki Ocean Front Suite - Ilikai
Enjoy stunning sunsets from your private balcony while sipping a glass of wine. This condo stands out because it has full, direct, unobstructed ocean views overlooking the Waikiki Marina... not peek-a-boo views.You'll see ocean views from EVERYWHERE in the condo.This is...
Ka Nani, steps from the sand! The center of Hanalei Bay. Best $ on the bay.
This Hanalei Bay parkfront home has a superb setting with views of the ocean and Hanalei Bay from the Pu'u Poa Point to Waikoko taking in all the action on Hanalei Bay. (Standard occupancy is 6, see below.*) It is a wonderful indulgence for a honeymoon and a fantastic...
Hale Kamaole 135 one bedroom condo steps away from beautiful Kamaole 3 Beach!
Aloha & welcome to our Hawaiian Home, and your vacation beach haven! Newly renovated, we hope you enjoy our elegant, spacious 'beach home' - a ground floor condo, located in the beautiful Hale Kamaole resort, close to the vibrant heart of the South Maui.This one bedroom...
Swim with the turtles! Oceanfront condo #102
Our one bedroom condo at Honokeana Cove has been furnished to comfortably sleep two people.The kitchen is completely furnished for preparing all meals or you can use any one of the three BBQ's that overlook the cove and watch the whales or beautiful west Maui sunsets....
Awesome Maui Oceanfront! Spectacular sunsets! 1Bed/1Bath of Hawaiiana
Our little piece of paradise has been remodeled, giving you the comfort of an updated kitchen and bathroom with a beautiful open look. We also have new furnishings, including a sleeper sofa that has a 6 inch memory foam mattress that is actually comfortable to sleep...
Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units
Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioning units were added, living room (24,000 BTU) and Loft Bedroom (15,000 BTU). Enjoy your Hawaii vacation at our upstairs end unit with all the conveniences...
Partial Ocean and Colorful Sunset Views!
Waikiki Shore #408 – 2161 Kalia Rd.Just another day in paradise! Imagine stepping right from the building onto world famous Waikiki Beach! You'll enjoy your stay in this 4th floor partial ocean-view condo (706 interior sqft and 124-sqft lanai with table and chairs)....