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.
106 - Oceanfront - Ground Floor - One Bed/One Bath with A/C!
* Ground Floor Unit - Perfect for families!* This ocean front condo.* 100 feet from one of the finest beaches in Maui* Wonderful snorkeling and water sports at your doorstep* Book with Confidence - Resort-zoned and unaffected by Maui County Bill 9.Oceanfront remodeled...
AMAZING OCEANFRONT CONDO, STUNNING VIEWS, FREE PARKING, NO RESORT FEES, 1 BDRM
Welcome to "The Seashore Hideaway", a beautiful 2nd floor direct oceanfront condo with stunning and expansive close-up views of the ocean. We are located at Wailua Bay View, in unit #208. You will hear the mesmerizing sounds of the ocean from the minute you open the...
New Round House With Pool 180 Degree Ocean View 13% discount for 7 nights
Make this home your base camp for all of your Big Island adventures. This unique round house with spectacular ocean views is located one hour from Hawaii Volcano National Park and one hour to Kona, a midpoint location for your sightseeing delights. Hike from here to...
***SPRING SPECIAL***Mauna Lani Resort: Two Large Suites, Shop Nearby, Beach Club access.
Experience Outdoor Living at Its Finest – Welcome to Palm Leaf at Kulalani, Mauna Lani ResortPalm Leaf is a beautifully appointed 2-bedroom, 2.5-bath townhome nestled in the lush Kulalani community within the prestigious Mauna Lani Resort. Designed for comfort and...
Great Location- Quiet Beach, Small Complex, Walk to Bars & Restaurants
Aloha and welcome to the Hale Kai Uli! What exactly is the Hale Kai Uli? In the Hawaiian language hale means house, kai is the ocean and uli means blue. The House of the Deep Blue Sea.The Hale Kai Uli is adjacent to a quiet stretch of sandy beach in sunny Kihei, Maui…...
Mana Kai 410 - The Ultimate Maui Beach Condo Experience - Renovated - Split AC
Mana Kai Maui is Kihei's most exclusive vacation rental resort, with its location on the sand on Keawakapu Beach - and this unit features a prime location in the building, with sweeping views down the south Maui shoreline, to the Wailea resorts. Fabulous snorkeling...
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/C
Central Location | Walk to Kiahuna Beach | Beach Gear ProvidedEnjoy the charm and tranquility of this lovely 1-bedroom condo with A/C at Kiahuna Plantation Resort. Your own private lanai (balcony) opens up to a beautiful view of the lush grounds of Kiahuna Plantation,...
Relax on our extra large Lanai in Beautiful Kauai, 3 Bedroom Condo w/ View!
Our condo home is lovingly appointed with everything you need to feel like you’ve arrived in your own tropical home away from home. New, stylish, and comfortable furnishings & original artwork. Plenty of plush towels & high thread count, 100% cotton bedding. A gourmet...
Maui Resort Rentals: Honua Kai Hokulani 816 - Upgraded 1BR Penthouse w/ Partial Ocean & Mountain Views!
This beautifully upgraded top-floor "penthouse" suite boasts one of the best one-bedroom locations available at Honua Kai. Enjoy gorgeous partial ocean views from the balcony and primary bedroom as well as beautiful views of the lush West Maui Mountains. The suite has...
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Our "Hale Honu" (turtle house) is a rare find in Kona. There are many ocean view homes in Kona but very few beach front properties. You can walk out the back door to your own semi-private beach and drop yourself in the sand. Watch the whales, dolphins and manta rays....
🏖️Gorgeous | Infinity Pool | Gated | Magnificant Views | vrKCV
vrKCV - IO Way, Professionally Managed by Kona Coast VacationsSpend your well-earned vacation in our luxurious ocean view Kona Vacation House located in the hills above Kailua-Kona on the Big Island of Hawaii. This private half-acre home-site is just minutes away from...
Oceanfront 1BR Condo with Spectacular views + Pool.
Spectacular ocean & sunset views at the one-of-a-kind ocean front Maui Kai Resort. The only way to be closer to the ocean is taking a cruise. Located on the 9th floor, the condo offers privacy & 180 degree panoramic view of the islands of Lanai & Molokai. This...
🌴Wonderful town home in a private setting with ocean views🌴
Let stunning sunsets, pool days and backyard barbecues define your Hawaii vacation. This exquisite, three-bedroom, 2.5-bath townhome offers vast ocean views from practically every room of the house and both covered lanais. The gated resort community of Na Hale O Keauhou...
A quite hideaway on Central Kihei's LIPOA Beach.
This fully remodeled ground floor 2 bedroom condo, a short walk to the many services of Central Kihei, features a contemporary master bath and wide open lanai glass doors.** Lahaina Fire & Pandemic note; Most South, Central & Up Country services have returned to...
🏖️Central AC & WIFI | Concierge Included! | vrKCV
vrKCV - Holua Kai 37, Professionally Managed by Kona Coast VacationsWelcome to Hale Ohana – Your Private Island Retreat in Holua Kai at KeauhouStep into island comfort at Hale Ohana, a beautifully designed plantation-style home in the exclusive, gated community of Holua...
Oceanfront studio with private lanai
Noelani 112 is a Studio condo located on the first-floor featuring amenities such as panoramic ocean views, a private lanai, and air conditioning. This spacious condo can accommodate up to 4 guests with a king-size bed and a queen sleeper sofa in the living space. The...
Adorable cottage near small beach
Maui County Vacation Rental Permit: STPH2013/0010 GE-066-317-9264-02/TA-066-317-9264-01TMK-260120340000Experience a delightful part of “old Hawaii” with all modern conveniences by staying at the Menehune Cottage or House in Kuau, one of the coolest little neighborhoods...
Kihei Holiday 215 - a Charming 2BR, 1BA Condo with AC, Ocean View, and More!
Step into the serene embrace of Kihei Holiday 215, an inviting 2-bedroom, 1-bathroom condo in the heart of North Kihei, Maui. This charming space offers a tranquil refuge, adorned with modest decor and warm ambiance, ensuring your vacation is steeped in comfort and...
Maui Island Aloha! Hale Mahina No ka 'oi! B202
West Maui is open and welcoming guests! Experience your own island Aloha on Maui! Our newly renovated condo is located right on the beach at the beautiful Hale Mahina Beach Resort - one of the most sought after beach resorts in West Maui. It is perfect for a...
🏖️AC | Nicely Updated | Concierge Included | vrKCV
vrKCV - Halii Kai 3D, Professionally managed by Kona Coast VacationsWelcome to Hali'i Kai at Waikoloa Beach Resort, an exclusive oceanfront paradise nestled along the Kohala Gold Coast on the Big Island of Hawaii. This gated resort is the epitome of luxury, offering...
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
Embrace the beauty of Oahu’s legendary North Shore at Turtle Bay Villas 206 by Gather, a luxurious second-floor villa nestled within the Ocean Villas at Turtle Bay. This three-bedroom, two-bath retreat spans 1,538 square feet and comfortably sleeps six, offering a...
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...
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 year-round sunset views. We have recently refurbished and redecorated the...
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 for...
Luxury Beachfront home on Hanalei Bay with A/C
Located on Kauai's beautiful north shore, this beachfront home is surrounded by lush, tropical foliage. Enjoy a spacious living room upstairs as well as a comfortable family room downstairs. The upstairs balcony features magnificent views of Hanalei Bay which is just a...
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...
Stunning One Bedroom in the Heart of Wailea Ekahi Village Unit 28B
Listen to the waves calmly lap against the shore as you drink your coffee on your own private lanai. Enjoy cooking your favorite meal in a newly renovated kitchen equipped with stainless steel appliances, custom cabinetry, and granite counter tops. Your unit is filled...
Oceanfront Family Retreat: 2BR Condo Unmatched Views, Easy Beach Access, 100% AC
Mahana 819 at The Mahana at Ka'anapali Beach, Lahaina, MauiEnjoy 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 —...
🏖️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!
Summary:Lae Nani 422 has a great second floor view. The main bedroom faces the ocean for extra viewing pleasure!The Space: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...
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...
Waikiki 2 Bedroom with Free Parking
Amazing 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 while you can walk to all the classy boutiques,...
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...