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.
Wailea Ekahi Village 29B - 2 Bedroom Ocean View Condo
This beautifully remodeled first-floor suite combines two separate condos into one expansive unit, offering a luxurious and spacious retreat over 2,100 square feet. Perfect for alfresco dining, the extended private lanai provides stunning ocean views beyond the swimming...
Amazing ocean views from this 11th floor villa!
This elegant Villa in the Ocean Tower overlooks the Pacific Ocean, sandy beach Lagoons, and the pools at KoOlina's premier residential resort community, The Beach Villas. Our resort sits aside the 2nd lagoon beach, next to the world class Disney Aulani Hotel and...
Beachfront Condo E 303/ Incredible views/Pickleball/Great Snorkelingn
Makena Surf E 303, located on the third floor of a gated low rise community, provides privacy, seclusion and spectacular sunset views. The condominium is located on the dry sunny leeward side of Maui. The private lanai provides views of Molokini, Kohololawe, and Lanai....
Private home w/resort style salt water pool and A/C
E Komo Mai! This 4 bedroom 3 bathroom North Shore/Princeville home is centrally located in the desirable Queens bath neighborhood. The backyard is a tiki style oasis boasts a private salt water pool, waterfall, Rockwall and tropical landscape that is sure to relax...
Nakoa Carriage House on Kauai's Sunny South Shore
Summary:Relax in a 1 bedroom home in sunny Koloa on Kauai's South side. Very close to restaurants, shopping and world class beaches!The Space:Located in Poipu Beach Estates, this second level home features air conditioning, an open kitchen and living area and a King...
Cozy suite with lovely ocean views, washer/dryer & furnished lanai - near dining
Sealodge F6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked away on the bluff above the incredibly blue Pacific Ocean, Sealodge F6 offers some of the best views on the North...
Waterfront home of peaceful joy: Villa Laule'a
Welcome to Villa Laule'a~~Hawaiian for peaceful happiness. This beautifully furnished & well equipped 4 bedroom townhouse is ready for your luxury vacation. Fine sheets and towels, fabulous kitchen. You'll enjoy the waterfront lagoon and close access to the ocean....
Ocean/sunset view condo with pool, lanai & easy beach access
Kihei Holiday 311Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and live your best life next to warm Pacific waters and soft sands at this gorgeously positioned condo here in...
Luxury Pool front Ko Olina Beach Rental Ground Floor B105 2BR
Luxury Poolfront Beach Villa – 2BR/2BA | Sleeps 6Newly Upgraded (Oct 2024): Washer, dryer, dishwasher & Smart TVs!🏝 Prime Location in Ko Olina, OahuLuxury Ko Olina vacation rental in the exclusive Ko Olina Beach VillasGround-floor beach villa with direct poolfront...
Sea La Vie" at Islander on the Beach 252-Oceanfront Studio
Sea La Vie – True Oceanfront Escape at Islander on the Beach 252Welcome to Sea La Vie, a beautifully updated second-floor oceanfront studio at Islander on the Beach, offering sweeping views of the Royal Coconut Coast. Wake to the sound of the waves and enjoy effortless...
Sweeping Ocean Views, High-end, Private, Prime Location, Deal!
Unit: Wailea Ekolu 507 | Maui GuidebookCommitted To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective against...
Wilikoki - Beachfront Vintage Home on Hanalei Bay
TVNCU-1105 - TA# 168-945-4592-01Enjoy watching the surf, sunsets and a view of Hanalei Pier from the deck of this great family-friendly oceanfront location. This is a special heritage Hanalei home, steeped in history, reflecting a taste of Hanalei's past. Wilikoki is a...
Gated cottage, 3 blocks to beach, A/C Close to Tunnels. Lots of outdoor space
A short walk to world-class, white sand beaches stretching for miles in both directions. Experience the beauty of a magical area nestled between emerald mountains and azure seas. Stroll in the sand on the closest beach, Naue. Walk or drive one mile to Tunnels, the...
Intimate and Elegant Kiahuna Partial Ocean View_A/C
For the ultimate tropical vacation, Kiahuna Resort is unsurpassed. Lush gardens; classic low-rise Hawaiian architecture; world class beaches; and most importantly, a visceral experience of evermore rare 'Aloha' - tropical fragrances, silky sand, swaying palms, joyous...
Plantation Cottage - very private 1br/1ba cottage near the beach in Hanalei
TVNCU-1104 - TA# 154-325-1968-01 Charming 1 bedroom, 1 bath, vintage Hawaiian style cottage, located just off the main road with hedges providing privacy. A private and romantic location with palm trees surrounding the expansive yard. This serene setting is perfect for...
DISCOUNTED RATES! 104 Lovely ground floor 1 bedroom ocean front condo
Stunning ocean views span the horizon as you open the door of Kulakane 104. The islands of Lanai and Molokai frame the property’s panoramic vista. Walk right out from the ground level lanai and take a dip in the pool to cool off, or better yet, take a few steps down and...
Hokulani 612 at Honua Kai Resort ~ Great Ocean View, Upgraded Furniture & Floors
Welcome to your dream Maui vacation at Hokulani 612! This 2-bedroom, 2-bath ocean view condo at Honua Kai Resort & Spa is the perfect place to relax and soak up the beauty of the island. Upgraded with designer furnishings, porcelain tile flooring throughout, and Samsung...
Hale Koolau, A Tropical Paradise, A/C TVNC #1017
Hale Ko'olau, Haena - Permitted Vacation Rental Property - Permit ID: TVNCU #1017. Transient Vacation Rental is located in the tsunami evacuation zone.Welcome to Hale Koolau, Haena! Located on the north shore of Kauai, Hale Koolau sits behind wooden gates among the...
Gorgeous Oceanfront Unit! Ground Floor! Greatly Updated!
Imagine opening the door to your unit, gazing through a twelve-foot wide glass patio door system that frames a view of the aquamarine sea crashing on black lava rocks separated from the lanai by 25 yards of lush, green lawn – and if luck is with you, watching whales and...
Private Beach Path with Magical Mountain Views
Hawaii Life Presents Hale Haena - Your private oasis on the stunning North Shore of Kauai. Take in awe-inspiring mountain and peekaboo ocean views, and follow a short private path less than 100 steps to one of the most beautiful beaches on Kauai. Surrounded by lush...
Premium 5 Star OV "J" Unit - TOP Floor Modern Luxury J206
Enjoy a premier ocean view from the J block at the Maui Eldorado Resort located right on the famous Maui Kaanapali Golf Course. Closest condo to the #1 Kaanapali Beach in the world voted by CONDO NASTE. Modern decor with a touch of tropical Hawaiian elegance adorn this...
Beautiful South Maui Top Floor Condo with Ocean & Mountain views!
Aloha & E Komo Mai to our South Kihei Beach Town condo!This spacious 2 Bedroom Ocean View corner condo is located on the top 4th floor of the B building in the Kihei Ali'i Kai complex. This condo is just steps away to Kamaole 1 Beach Park as well as many fantastic...
Hanalei Bay Resort 7102, 1 King, Queen Sleeper, AC,Full Kitchen,Washer & Dryer
Hanalei Bay Resort unit 7102 "OluKai Suite" is a privately owned and cared for one bedroom suite featuring countless amenities to please every guest. The condo features 1,180 square feet of spacious living area, with quality, tropically-themed furnishings throughout....
Comfortable, Bright and airy condo w/ full kitchen, sleeps four
Legally permitted rental - 2425 Kuhio Ave. #801This queen bed studio (plus futon) suite is complete with a full kitchen including gas stove and oven, microwave, a coffeemaker, beach towels, beach chairs a comfortable queen size bed & futon. Perfect for those longer...
Third Floor Oceanfront Condo Steps From the Beach in The Peaceful Kuleana Resort
The views from this recently remodeled and continuously upgraded second/top floor direct OCEANFRONT unit are spectacular, with the clear blue-green ocean vista and radiant sunsets over the islands of Lana'i and Moloka'i. From the lanai, you are only 25 feet from the...
Ocean View Condo at Beachfront Resort w/ Lanai, AC, WiFi & Shared Pool/Hot Tub
Sugar Beach Resort 308Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach, the Pacific Ocean, spectacular sunsets, and the many amenities of Sugar Beach Resort are all within...
❤️PiH❤️ HEAVENLY DAYS ★ Amazing Views with Lots of Privacy ★ Heated Pool
Brought to you by Paradise in Hawaii Luxury Homes.Heavenly Days at KaMilo offers unparalleled privacy and sweeping 270-degree views, truly standing at the pinnacle of luxury. Situated on one of the most desirable lots in KaMilo, this home is surrounded by the golf...
Remodeled 3-bed, 3-bath Waikoloa Villas with pool and BBQ area, near attractions
Take your dream vacation at this newly remodeled Waikoloa Villas in Waikoloa Village. This three-bedroom, three-bathroom, has everything one needs on a Hawaii vacation. Enjoy the pool, hot tub, and BBQ area plus easy access to nearby attractions.Enjoy the open layout of...
Maui Resort Rentals: Honua Kai Konea 221 - Large Studio w/ Lush Courtyard and Partial Ocean Views
Peace and tranquility await your arrival at Konea 221, a spacious and luxurious oceanview studio that provides a lush and peaceful atmosphere with partial views of the Pacific Ocean and solitude from the prevailing trade winds. Relax and reconnect in the ample living...
Newly renovated Princeville 1 bedroom w/ king bed, ac and mountain range views!
Welcome to this newly renovated 1 bedroom condo in beautiful Princeville Kauai! It boasts mountain views from the lanai where you can take your coffee in the morning or a mai tai at dinner. This condo is located close to the walking path that runs along the famous Makai...
Bright beach condo #231 - Updated and steps to the beach!
Welcome to our beach house #231 at Kiahuna Plantation! Get ready to relax and enjoy this updated and spacious 1 bedroom, 1 bath condo on Kauai’s sunny south shore. Savor the cool, calming trade winds, in this top floor-corner unit after a long day of exploring all the...
Westin Kaanapali Villas - Beautiful setting on Kaanapali beach
Westin Kaanapali Villas located on north Kaanapali beach on the island of Maui. Resort has direct beach access. The amenities include access to two swimming pools, water slide, pirate ship kiddie pool, hot tubs. The resort also has a fitness room and a spa on...
Gorgeous 2 Bedroom on Golf Course with Ocean View!
Welcome to our home in paradise! Start or end your day on the large peaceful (newly renovated) lanai - complete with wet bar and wine fridge - with a view of the golf course, pool area, and peek-a-boo ocean views. During our visit this summer, we replaced the wetbar,...
Kaanapali Royal E-201 - Upgraded - Last-Minute Specials!
Nestled directly on the 16th Fairway of the renowned Ka’anapali Royal Golf Course, Ka’anapali Royal E-201 offers a unique and convenient living experience. This 2-bedroom, 2-bathroom ground floor split-level unit boasts an oversized lanai that overlooks the golf course,...
🏖️Remodeled Ground Floor | Ocean and Golf Course Views | vrKCV
vrKCV - Country Club Villas 120, Professionally Managed by Kona Coast VacationsExperience the Best of Kona from Country Club Villas 120Nestled on the beautiful Kona Country Club Golf Course, Country Club Villas 120 offers the ideal retreat for your Kona vacation. This...
Islander on the Beach 352 Ocean Front *Penthouse* AC
Newest Listing Ocean Front Penthouse Royal Islander 352! Air Conditioned! No Resort Fee!Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the...
Steps to Ocean View Pool, Walk to Beach
Forget your worries in this spacious and serene space. First floor, family-friendly unit located steps away from a tranquil pool with ocean views. Lanai sits next to beautiful green common area perfect for watching the sunset and for kids. A short 10 minute stroll to...
Stunning Koa Resort 3bd Villa with private Jet Spa
Discover our spacious corner townhouse villa at Koa Resort, opposite Keaka, Kalepolepo & Waipuilani Beach Parks. Adjacent to the Humpback Whale National Marine Sanctuary Visitor Center, it's a nature lover's paradise. With room for 8 guests, it's ideal for family...
Mountain to Ocean Views Pole House @ Maui Adventure Villa
A pole and beam structure with lots of teak on the interior and lush tropical surroundings outside. Guests enjoy the experience of living in a unique tree house style structure with all the amenities of a 5 Star hotel but with greater privacy and a peaceful...
5 STAR!! Sleeps 8-10,3bd + loft, 3ba, A/C..5 minutes to beach,Spacious Condo.
This beautiful, fully air conditioned, 1620 sq' Poipu Kai Regency condo is very spacious with two stories and an open loft that serves as a fourth bedroom. On the main floor is the master bedroom with a Calif. KING size bed, a large master bathroom, walk in shower, tub,...
Luxury 3BR Kona Dreams w/ Ocean Views, Private Pool, Central AC & Prime Location
Kona Dreams by Gather invites you to experience the charm of island living from a peaceful Kailua-Kona neighborhood. With sweeping ocean views, a private pool, and beautifully maintained tropical landscaping, this 3-bedroom, 2.5-bath retreat offers 1,748 square feet of...
Waipouli Beach Resort Penthouse Beautiful Oceanview Aloha!
Oceanview! An Elegant Penthouse Condo with a Beautiful Oceanview from the Living Room, Master Bedroom and Balcony, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai.There is Central AC in this...
Imagine Hanalei Bay and Sunset Views
Welcome to your executive home away from home, secluded on exclusive Hanalei Plantation Road and walking distance to one of the North Shore's best-kept secret beach trails. Please note, the neighboring home is undergoing construction thus noise should be expected. This...
White Sands Village#213: DIRECT OCEANFRONT, BEST LOCATION IN COMPLEX!
White Sands Village#213 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location White Sands Village has to offer. This premium unit is located on the 2nd floor & faces DIRECTLY towards Magic Sands Beach. This amazing...
FULL OCEANVIEW & PRIME LOCATION 2 Bed / 2 Bath
** PLEASE NOTE: Beginning February 2nd - April 2026, there will be ongoing Spalling work taking place throughout the property. Please be advised that the initial phase of this project will be noisy and will impact the entire building. Your Maui Paradise AwaitsWe are...
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West
You will enjoy relaxing in this spacious 2 bedroom, 2 bathroom townhome located on the first fairway of the Fazio Golf Course at the Turtle Bay Resort! Beautiful golf course views with ocean view right past the golf course. You may even see some horses grazing in the...
Our House Is Your Home Away From Home
Aloha! We are Keone and Yonnell Farias. We were both born and raised here on this wonderful island. We welcome you to our beautiful new home and would be happy to share with you our favorite places. Located in a quiet neighborhood of Waiakea Uka, we are a short...
Includes Beach Gear! 134 Shores at Waikoloa
Shores at Waikoloa 134This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedAmenities:Beach Equipment: All of our vacation rentals include beach...
Whaler 1052 Direct Oceanfront Corner 10th Flr. Unit, 2B/2B, Slps 6~Spring Savings!
Premiere Direct Oceanfront, Top Floor, Corner Suite. Million Dollar Views!!!Welcome to your dream Maui getaway. Whaler 1052 is a direct oceanfront corner suite located within The Whaler on Ka’anapali Beach, one of Maui’s most sought-after direct oceanfront resorts. This...
Beautifully Furnished, New Renovation, A/C, Mtn/Ocean View, beach/golf/hiking!
Condo, 1 Bedroom, 1 Bath, Sleeps 2-4, Children welcome, Air Condition Enter the gates of Makaha Valley Towers to a luxury resort feeling! The immaculately landscaped secluded grounds will welcome you like any Five Star Resort. This facility offers around-the-clock...