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.
Corner condo with lanai, views of Bali Hai & ocean, AC, 2 pools & tennis courts
Hanalei Bay Resort 7301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Banana Building at Hanalei Bay Resort, this corner condo treats you to incredible views of Bali...
Hawaiian Castle on the hill
Welcome to Your Cozy Waikoloa Getaway!Aloha and welcome to our charming one-bedroom, one-bath retreat in beautiful Waikoloa Village! Whether you’re here for adventure, relaxation, or work, this comfortable and budget-friendly space is the perfect home base for your...
Poolside Convenience at Kamaole Nalu #104 - Your Ground Floor Oasis Awaits!nnnn
Kamaole Nalu #104 – Ground Floor Ocean View RetreatKamaole Nalu #104 is a two-bedroom, two-bathroom condo that combines the ease of ground-floor access with ocean views and a relaxed island setting. This spacious unit is perfect for families or groups of up to six...
Maui Banyan P 306 1 BR/2 BA located in the heart of Kihei!
Come enjoy this one-bedroom, two-bathroom condo (accessible by elevator or stairs) in South Kihei, right across from the stunning Kamaole Beach II, one of Maui's finest golden sand beaches. Freshly painted, new Air Conditioner in the living room. Our condo features a...
Two-level condo with AC, lanai, 2 pools & 8 tennis courts - walk to beach
Hanalei Bay Resort 2302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 2302 is an air-conditioned, two-level studio with a prime location for taking in the beauty...
Spacious 3-bed, 3-bath condo w ocean and golf course views, ideal for relaxation
Come enjoy your vacation at Keauhou Punahele #E301! This three-bedroom, three-bathroom condo has high ceilings, an open layout, and a large lanai. Relax and take in the ocean and golf course views, fully stocked kitchen, smart television, and fast WIFI.Upon entry into...
NANEA - Kauai Oceanfront Luxury Home with AC
This exquisite oceanfront estate was designed by famed architect Ralph Anderson and newly renovated by architect Tony De Jesus and interior designer Terry Hunziker. It has 300 feet of ocean frontage offering four oceanfront suites with unmatched ocean views from every...
Simple, Clean, Affordable Condo Across the Street from Beach
Hawaii Tax ID: TA-055-646-8224-01TMK: 390180030219Simple and clean one bedroom, one bathroom in quiet Building 3 of Maui Vista. Complimentary WiFi and parking space included. You will be sure to enjoy the convenience of this centrally located condo. With the full...
1 bedroom premium ocean view at Maui Sunset #B405...last minute deal!
Beautiful one bedroom, premium Ocean view at the oceanfront resort of Maui Sunset in Kihei. The unit sleeps five. Property has a beautiful lawn on the oceanfront, pool and hot tub. Amazing deal if you book a 4 week stay! We have four weeks available from April 16...
NEW! Chic DT Honolulu Executive Condo
2025 REMODEL - PHOTOS COMING SOON!Experience Urban Paradise in Honolulu’s Financial DistrictDiscover the perfect blend of city living and tropical charm at this chiccondo in the heart of Honolulu’s Chinatown and financial district. Located onthe 20th floor, this...
Central resort condo with pool, balcony, & grills - walk to beach & attractions
The Bamboo Oasis at Bamboo Waikiki #307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'True Hawaiian charm and central convenience combine at this one-bedroom resort condo. Ideally...
2-Bedroom Garden & Ocean Views!
Welcome to your slice of paradise! After your long journey, we know you will be ready to unwind. To make your arrival extra special, we have prepared an Aloha Basket filled with snacks and coffee, so you can relax right away.This spacious single level 2-bedroom,...
Delightful oceanfront Napili 1bd condo
Tropical, newly designed Napili Shores H263, is a 1-bedroom, 1-bathroom 2nd-floor condo with ocean views and can accommodate up to 4 guests. This low-density complex does not have elevators. The outdoor lanai provides dining and beach gear storage and a front-row seat...
2-story ocean-view condo with 2 lanais, central AC, pool & hot tub - near Honl's
Wai Aha AlohaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Greet each morning with a gorgeous view of the Pacific Ocean, swaying palms, and the community pool just below at this...
Serene Maui Haven: Island-Chic Comfort, Best Location
Welcome to your tranquil oasis at Kamaole Sands, where island living meets comfort and style. This inviting 1-bedroom, 2-bath condo features a large covered lanai overlooking a private, serene garden view—perfect for your morning coffee or evening mai tai....
Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Gem, Over 3600 combined Sq. Ft. w/ Built-in Viking B.B.Q.
This 5 bedroom gem combines one of our very finest 3BR oceanfront "Ali'i" residences with an interior courtyard 2BR ocean view suite located across the hall and is perfectly suited to larger groups or families.The generous combined 3500+ sq ft square foot of interior...
Ilikai Hotel Lite #1022: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Wailea Elua Village | 1501
Wailea Elua Village 1501 is the perfect home base for exploring the sights, sounds, and tastes of Maui. This two-bedroom garden view vacation rental is a short drive to the top Wailea and Kihei beaches for snorkeling, favorite restaurants on the south-side of the...
Hale Nalu: Ocean View Home w/ Oahu beach in the backyard, Hale Nalu
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Not only are you surrounded by the world...
Best Deal in Town gorgeous Kauai beach resort, romantic, fun and yoga "zen"
Note: if the requested dates are not available, I also have three other rooms on the property, VRBO #579874, #666626, and #595354, vrbo#460973, #492665.The Kauai Beach Resort - a gorgeous boutique is located along three miles of secluded beach in Lihue, Hawaii. Lihue...
Royal Mauian 303: Beautiful Ocean Views from this Ocean Front 2 Br Condo
Beautiful ocean views from this oceanfront, two-bedroom condo right on South Kihei Road. This condo has enough space for the entire family between the two bedrooms, a thoughtfully furnished living room, and the condo's private lanai or balcony area. The carpeting in...
Kamaole Sands Unit 8-406 - 2 BR - 2 BA Condo in the heart of Kihei
Kamaole Sands 8-406 has what you need for a relaxing get-a-way! Across the street from popular Kamaole Beach III, a great swimming beach. This two bedroom, two bath condo is cozy and comfortable. The master bedroom has a queen bed and is located at the top of the spiral...
Ocean View Penthouse: Steps to Beach, Fast Wi-Fi
Summary:🔹 Prime Location! Walk to beach, dining & shopping 🌅 Breathtaking Ocean Views – Enjoy from private lanai 💤 Luxury Memory Foam Bed – Sleep like royalty 🍽️ Fully Equipped Kitchen – Cook with ease 🏊 Resort Perks – Pool, hot tub & BBQ grills...
Wow the beach is right here! Plus air conditioned!
This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 302 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that extends all the way across...
Oceanfront condo on wing of complex near beach, pool - Perfect for Sunsets
Ocean front view one of best locations. Watch the life of Maui unfold from the morning till evening from your private 165 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 1...
Sea Village 4108: Oceanfront 2BR Condo with Pool, Near Downtown Kona
Every amenity is at your fingertips in this recently remodeled two-bedroom, two-bathroom condominium, which comfortably accommodates up to four people. Sip Kona coffee from the lanai while enjoying views of the sparkling ocean. Beautiful ocean views greet you the minute...
Mana Kai 411 ~ Spectacular 2 BR, 2 BA Ocean Front Property!
Prime Beachfront Condo with awesome ocean views. There's a full kitchen to do your own cooking, and 2 king beds. A/C only in one bedroom. Laundry facilities on each floor by the elevator. Heated swimming pool, propane bbq's & complimentary wifi. It is 4 persons max,...
Block to Beach! Koko Resorts at the Waikiki Banyan 36th Floor Deluxe Ocean View, Free parking & Wifi
Deluxe Ocean View Condo - 36th Floor View, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy views of the ocean from...
Oceanfront Resort Perks+Suite w/Full Kitchen, Washer/Dryer, WiFi, Lanai, TV Kanaloa 3401
This charming one-bedroom, two-bath unit will have you feeling relaxed in no time! You’ll have a wonderful view of the bay from your furnished lanai with a wet bar. Enjoy morning coffee or an evening glass of wine as you look out at some of Kona’s most beautiful...
Maui Kamaole B207 Two bedroom condo with Garden Views
Spacious Maui retreat at the popular Maui Kamaole in South Kihei. This two-bedroom condo features high ceilings and lots of room to entertain. The fully equipped kitchen is great for preparing meals to enjoy on the go or to be enjoyed in the condo. The primary bedroom...
Kihei Beach #210 – Oceanfront Gem with A/C, Lanai, Pool and Sugar Beach Access
Kihei Beach #210 – Remodeled Two-Bedroom Beachfront CondoWelcome to Kihei Beach #210, a beautifully remodeled two-bedroom, two-bathroom beachfront condo offering modern comfort and spectacular views of the Pacific Ocean and neighboring islands. Located in a six-story...
Luxury Kailua-Kona: Kona Mansion 120-B Ocean/Timeless Sunset Views Awaits You
Experience the timeless magical views of Hawaii Big Island Ocean views in this spacious charming condo with 1-bedroom, 1-bathroom, fully furnished vacation rental in the heart of Kailua-Kona. Centrally located just moments away from top attractions/restaurants like Kona...
Anahola Palms - Beachfront Home on Anahola Bay
Located northeastern side of the Kauai on Anahola Bay, this is the perfect beach spot for a gathering of family and friends. Mornings start with oceanfront sunrises and your day continues with beach activities right outside your door. Evenings are backyard barbeques and...
Waikoloa Hills,Two-Bedroom/Two-bathroom BBQ & more
Welcome to Waikoloa Hills Unit 606, a beautifully appointed two-bedroom, two-bathroom vacation rental offering comfort, convenience, and mountain views. Nestled in the heart of Waikoloa Village, this two-story retreat is perfect for families, couples, or friends looking...
Two-story condo with Mauna Kea view, saltwater pool, hot tub - near beaches/golf
Waikoloa Hills #105 - Pineapple ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up each morning to a view of Mauna Kea from your bedroom at this two-story condo in...
Carefree Hawaiian Monarch Studio | Pool + Gym
Take in city and partial ocean views from this beautifully renovated studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai...
Charming 1 Bdrm at Waikiki Banyan w/Free Pkg & Wifi
This 17th floor, one bedroom condo at the Waikiki Banyan Tower 1 sleeps up to 4 people with 2 full size beds and 1 queen size pull out sofa bed (purchased Aug2025). Vinyl plank flooring throughout, updated bathroom vanity, and deep soaking bath tub. Full kitchen is...
Upgraded Condo Near Beach - Kamaole Sands 4108
Recently remodeled and with an open layout, this air-conditioned condo located in the quiet part of the Kamaole Sands resorts, is your perfect home-away-from-home. Great for preparing a full meal or warming up leftovers from one of Kihei’s trendy eateries, the fully...
New! Kailua-Kona Stunning House w/ Ocean Views & Infinity Pool
Welcome to Hale Luana, your dream vacation rental with extraordinary ocean views in a reimagined and refreshed Kona home. Located at the pinnacle of the highly regarded Iolani subdivision, this oasis offers the perfect island getaway with convenient access to Kailua...
Oceanfront Kailua-Kona Islander Studio w/ Lanai!
Switch into island time the second you land on the Big Island of Hawaii and get settled into your tropical home-away-from-home in the Kona Islander Inn. This Kailua-Kona vacation rental studio features 1 bathroom, a well-equipped kitchenette, a private lanai, and a...
Centrally Located 2 BDRM 2 bath Condo w/City, Diamond Head & Ocean Views
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at The Windsor. Centrally Located near the main Waikiki strip and in one of the most convenient areas of Oahu. Featuring a fully equipped kitchen ready for you to cook, and great views from your...
Koana's Ocean Hale | Onsite Pool
Summary:Fall in love with the Big Island and all its splendors when you stay at Koana’s Ocean Hale, a charming 1-bedroom condo on Hawaii’s west coast. Nestled among the lush island landscape, you’ll be located alongside the beautiful Kona Country Club where the...
Cozy studio with a shared pool, hot tub and grill area, steps from the beach
Kona Bali Kai 263Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the beautiful area of Kailua-Kona, Hawaii, this charming condo at Kona Bali Kai offers a serene retreat...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 2-Bedroom Condo with Stunning views! MAH-719
Oceanfront 2-bedroom, 2-bath condo at Mahana Resort with panoramic ocean views, private lanai, modern kitchen, and serene bedrooms-ideal for whale watching, relaxing, and island adventures.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Amazing Ocean and Diamond Head Views
Breathtaking ocean view while also being able to see Diamon Head! This beautiful condo in Waikiki Sunset boasts the comfort of central AC while bringing you right to the beach.. With close proximity to the beach shopping and restaurants it is a perfect place for your...
Remodeled 2 bedroom oceanfront gem on 6 mile Sugar Beachn
Welcome to Kihei Beach Resort 501. This remodeled 5th floor 2 bedroom 2 bathroom condo is ready to be your Maui home away from home. Beautifully updated & perfectly located on the sandy six mile stretch known as Sugar Beach. This condo accommodates 6 people and features...
Exquisite oceanfront condo with beach access
Welcome to Hale Mahina A104, an exquisite oceanfront retreat nestled on the picturesque shores of Maui. Thoughtfully designed to provide the utmost comfort and relaxation, this one-bedroom, one-bathroom unit can accommodate up to four guests. Upon entering the...
Ilikai Apt 2127 - Spacious Studio with Spectacular Ocean & Harbor Views
Breathtaking Ocean & Yacht Harbor Views | Ilikai Studio, Sleeps 4 | Waikiki Paradise! Step into your dream Waikiki vacation rental—a bright and breezy studio suite located in the legendary Ilikai Hotel. Perfectly situated on the 21st floor with stunning views of the...
Coconut Plantation 1080-1: Spacious 3BR Ko Olina Retreat w/ Wrap-Around Lanais
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Coconut Plantation 1080-1 by...
Kihei Akahi C-410 | Ocean Views, Near Area Fun!
Welcome to Paradise! Live out your Maui vacation dreams at Kihei Akahi C410, a fourth-floor upgraded condo in Kihei, HI. This gorgeous condo offers rest and relaxation for up to two guests with one bedroom and one full bathroom.The moment you step inside Kihei Akahi...