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.
Great location between Hana Town and Hamoa Beach, private, family-friendly
Hale Nanea is close to everything Hana, yet far enough away that it's private and peaceful at night. The cottage is well equipped and very comfortable with custom Bali furnishings. Enjoy the tranquility of the cottage on the screened in patio or explore Hana's most...
Renovation Complete! One Bedroom, Direct Ocean front -Everything inside is New!
This beautiful, ocean front condo is unit # 322 at the Kaha Lani Resort, which is located on Kauai 's beautiful east shore, the famous 'Royal Coconut Coast'. We just finished a 100% renovation on this condo, and everything inside is new ... - New kitchen cabinets, - New...
Ocean front 1-bedroom house, good location with AC, WiFi
Steps from the ocean. Escape to a cool 1-bedroom house by the Beach. This excellent property features a cozy queen bed, AC, WiFi, and a sofa bed. Guests can unwind in this serene space, just a stone's throw away from the beach. Kick back, relax, and enjoy everything Ewa...
UPPER UNIT -1500 sq/ ft - 30 + days !
Owner hosted - Upper unit. Walking distance to the Magic Sands and Kahalu'u beach park, we are half block off of Ali'i Dr. 1500 sq/ft of comfort and 400+ sq/ft of lanai, three bedrooms and two full bathrooms. A master suite with KS bed and an on suite bath. Bedroom 2...
Ocean-view condo with free WiFi, central ac, lanai, & onsite pool/spa/gym
Pili Mai 13GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise along Kauai's South Shore at this gorgeous, Poipu condo. Located in the scenic, Pili Mai community,...
Maalaea Kai 2BR/2BA Oceanfront, New Furnishings, Hawaiian Decor, Immaculate
Spectacular Ocean Views at Maalaea KaiClean, well-maintained Maui two-bedroom, two-bath condo away from the crowds, with fantastic views, located in Maalaea Bay with easy access to local beaches and towns. This condo is our second home and before each visitor the unit...
Ocean Front With Stunning Views! Halii Kai 13E
This vacation rental is professionally managed by ResorticaHawaiiHalii Kai 13E. Ocean Front With Stunning Views!Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: 2 Twin BedsLiving Room: ...
Sand, Swimming, Snorkeling, Sunsets - New Discount!
DISCOUNT on stays more than 7 days - Our condo is a quiet oasis tucked away in a highly sought after complex in central Kihei. It is steps to the of the longest stretches of beachfront on Maui, at the same time it is steps away from restaurants, loads of shops, and...
Maui Hill 70 - Renovated and Spacious 3/3 - Ocean View Condo - Sleeps 8 - AC!
Maui Hill 70 is a spacious and contemporary 3-bedroom, 3-bath split-level condo located in the best part of South Kihei, just 2 blocks from Wailea. Beautifully updated condo with one of the largest floor plans of any condo in Kihei. Equipped to host three couples or a...
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Our very private home, a spacious, 3,500 sq. ft. oceanfront estate, sits on 2/3rds of an acre. It has a large indoor living area, plus an expansive outdoor living area, featuring a 1,000 sq. ft. covered ocean view terrace with a large seating area, a dining table...
Breathtaking Ocean and Yacht Harbor Views! #1788
**Important Notice: Limited Lanai (Balcony)Access**Due to scheduled lanai sealant application, painting, and waterproofing work, the lanai sliding door will be locked and cannot be opened from 12/3-12/23/2025Access to the lanai will be unavailable during this...
Whaler Tower II - 1 Bedroom Condo with Beautiful Ocean View
The Whaler at Kaanapali Beach is situated on the magnificent Kaanapali coast with beautiful beaches and beachfront walking path next to the upscale Whalers Village with high-end shopping, dining and the famous Hawaiian gem Black Rock. It is an oasis of tranquility over...
OCEANFRONT GROUND FLOOR TWO BED CONDO AT MAALAEA KAI
GROUND LEVEL TWO BEDROOM, TWO BATH CONDO ON GROUND LEVEL WITH STUNNING VIEW OF OCEAN. UPGRADED KITCHEN AND BATHROOMS. IN UNIT LAUNDRY AND AIR CONDITIONING. MASTER HAS A CALIFORNIA KING AND SECOND BEDROOM HAS A QUEEN AND XL TWIN. PERFECT FOR TWO COUPLES OR A FAMILY. CAN...
Kauai Exclusive - Waipouli Beach Resort E401
The number one place to stay on the East Shore of Kaua'i is the Waipouli Beach Resort and Spa. Located in Kapaa, this World Class Resort has a central location with easy access to everything that you will want to see and do. Plus, it provides a luxury experience with...
GROUND FLOOR-KAMAOLE SANDS-LARGE LANAI-NICELY UPDATED-AC-METICULOUS CLEANING
Book with confidence, this nicely updated 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7....
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
Located in Poipu Beach Estates, this second level home features air conditioning, an open kitchen and living area and a King size bed. The private lanai provides sweeping views of the mesmerizing sunsets and cosmic evening sky.You will only be minutes from the Shops at...
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....
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...
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...
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...
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...
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...
Sunset House
Spacious house with gorgeous sunset views from the lanai. Beautifully decorated in a combination of Hawaiian and SE Asian style. New tile floors and tiled shower in master bedroom and bathroom. Large and nicely landscaped garden and yard including a gazebo. The house is...
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 third/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 with its 270 degree views and privacy is the pinnacle of luxury. Heavenly Days was built on one of the best lots in KaMilo for privacy and views. It is surrounded by the golf course, majestic...
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...
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...
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...
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Book With Confidence,This Gorgeous, Newly Remodeled, 3 Bedroom, 2 Bathroom Home That Has Beautiful Ocean Views, A Stunning Resort Style Backyard With A Pool Including A Waterfall, Hot tub, And Tikki Torches, And Tropical Landscaping. This Property Is A Permitted Bed And...
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...
Ka'Eo Kai - Beautiful 2 Bedroom Condo On Kauai's Tropical North Shore!
Located in Princeville on Kauai's beautiful North Shore, the tropical Ka'Eo Kai Resort is situated among lush green landscaping, overlooking the number 3 fairway of Makai Golf Club with ocean and mountain views. Only a 10 minute drive away from the famous Hanalei Bay or...